How [M]y ex-girl[F]riend from high school eventually cheated on her husband with me nearly 10 years later

This is a true story that basically spans an entire decade. Obviously all personal details have been changed.

I went to high school in a small town. My junior year a girl moved to the town from several states away; her name was Amy. As it turns out, Amy lived only about a mile from me, but neither of us knew that at the time.

Amy and I had several classes together, but I wasn’t attracted to her at all initially. She was quite tall for a girl (5’10” or so) and, while she was skinny, she was also sort of bulky, if that makes any sense. She just didn’t appear very feminine. She had this short hair cut that I didn’t find appealing. Her face was also not classically pretty. Her body seemed about average.

She started talking to me a lot and honestly I found her annoying. It didn’t occur to me that she was hitting on me until she became way more forward about it. At this point probably half a year had passed since I first met her. When I realized she liked me, I tried to avoid her even more, because I didn’t have the same feelings towards her. This is when I realized she lived so close to me, which I was pissed about because it meant she started asking if she could come over since I was practically within walking distance.

How I get over a breakup: hard work and anonymousish sex [FM]

Who am I? I’m 21, 5″7 and I mostly wear a size 4. My bust size is 32C and I have brown almost black short hair and brown eyes on a wide friendly face.

I hate breakups. I mean, that isn’t exactly shocking news. Like, I didn’t say I hated cuddly little puppies who lick your face when you are feeling sad. Or sex. Because that would be fucking ridiculous. But it’s still true. I hate breakups. In the aftermath of a breakup, even ones that I initiated, I feel like I’m on a scary roller coaster and want to get off but it won’t stop.

Tom and I broke up. I was the one who broke up with him but somehow it seemed like he took the news in stride while I was a quivering mess.

“Wanna fuck one last time?” he asked when I told him we were done in the coffee shop where we had met, that mischievous smile of his that I can’t resist settling the question for me.

I headed home from his place and when I got there, threw on crappy old sweats, turned Bravo on mute and listened to 1D’s Up All Night on shuffle like a million times. If you hate on 1D, I don’t want to know you.

[TM] Losing my trans virginity, age 21 *TRUE STORY* [crossdress] [convincing] [detailed]

So I’ll quickly give some background before I go into the story. At the time of encounter I was 21, living in *a city* while at uni, and was crossdressing very convincingly pretty much every free time I got. I even had a profile on a *well-known site* that was getting lots of positive comments and I was breaking into the Top 10 T-girls on that site- pretty impressive considering I have never taken hormones! So I got talking to a guy on that site about meeting up and one night I just went for it! Here’s what’s happened….

My (F)irst time with a married couple (FFM) Otherwise known as, I want to be your unicorn.

So this story is a fantasy. A fantasy because I want it. …. My first threesome was an FFM, and it was amazing because we have a very beautiful wonderful woman who worked to ensure that my pleasure was completely taken care of. She made me feel special and incredibly sexy. I’ve [written](https://www.reddit.com/r/gonewildstories/comments/4hc9e4/ffm_story_of_my_first_threesome_ever/?st=iuj68qn0&sh=0466eba0) about it, as well as did an (https://soundgasm.net/u/Tathree/F4A-Threesomes-are-so-hot-threesome-FFM-narrative-story). Now I’ve been thinking how much I would want to be that woman. How I would like to make you, and your amazing wife, have the night of your lives. Here is how I think that story would go. (Feel free to tell me what you think.) Enjoy!

I’m so excited. You called me tonight. After weeks of teasing and playing online, your wife has agreed to a threesome with me. So tonight, is the night. I stand here now in front of your door, and gently knock. I dressed comfortably. Nice pair of jeans, low cut v-neck shirt showing off my ample chest, and sandals. My hair loose around my face and little makeup. You open the door with a sexy smile on your face and invite me in. Your wife is seated in the living room, and she rises as I walk in. She looks exquisite. Her short hair tucked behind her ears. A shy smile just breaking up to her eyes. She’s 5’6 with a lovely hourglass figure which is complimented nicely by the blouse and pencil skirt she’s wearing.

The French Maid (M/F)

She was more than a little nervous when she knocked on his door. She knew what she was getting into – they had discussed it at length – but being there, knowing that it was really about to happen, made her knees weak. And it made her pussy wet.

The door opened, and he showed her in. There was clearly work to be done – dirty floor, laundry strewn about, the sink full of dishes. And there was a French maid costume hanging over the back of the couch.

“Are you ready to get to work?”
“Yes, Sir.”
“That’s a good girl. Go ahead and strip down for me and put on your uniform.”

She did as she was told and stripped completely naked for him. And he watched. Sliding down her panties, she saw how obvious the wet spot was, and hoped he didn’t notice.

The maid costume was very small, the skirt barely covering her ass, her tits struggling to keep from popping out of her top. The black stockings went a couple inches above her knees, and the heels were high enough to make walking a challenge. “Cleaning in this is going to be tricky,” she thought to herself. “But the lack of panties will make it so easy for him to fuck me.” She could feel her wetness dripping down her leg.

Date Night [NC][OS][VOY]

I write fantasy stories for my wife and read them to her. This is one of them.

**Date night**

The babysitter showed up early as usual. We said our goodbyes to the kids and hopped in the car. You didn’t know where we were going—I kept it as a surprise as normal—but you figured we’d do the regular drinks and dinner and whatnot. Nothing too exciting, you thought, but always good to get out of the house and away from the kids for a bit.

It was nice outside, so the car windows were open as we drove down Cherokee street towards a bar we had been to before. You were wearing a short, navy blue dress with your hair back and glasses on.

The bar was packed, but we found a booth open in the back.

“I have a little something extra planned for tonight,” I told you as we sat down with our beers. You guessed a few things—dinner at the ramen place down the street, a movie—but I didn’t have either of those in mind.

I write stories to my wife about her and me. This is one of them. [MC, RP, rape fantasy, toys]

**Date night**

The babysitter showed up early as usual. We said our goodbyes to the kids and hopped in the car. You didn’t know where we were going—I kept it as a surprise as normal—but you figured we’d do the regular drinks and dinner and whatnot. Nothing too exciting, you thought, but always good to get out of the house and away from the kids for a bit.

It was nice outside, so the car windows were open as we drove down Cherokee street towards a bar we had been to before. You were wearing a short, navy blue dress with your hair back and glasses on.

The bar was packed, but we found a booth open in the back.

“I have a little something extra planned for tonight,” I told you as we sat down with our beers. You guessed a few things—dinner at the ramen place down the street, a movie—but I didn’t have either of those in mind.

“Here, take this,” I said, pulling a small box out of my back pocket and sliding it across the table. “Go to the bathroom and open it up.”

Tale of a batshit crazy size queen [x-post r/truebigdickstories] [MF] [cheating I suppose] [public] LONG

You all are just swell with how you received my first story, so I’ll x-post another.

Same disclaimer from my other post: I’m 47, cancer, widower, but recalling my tales is a lot of fun. I slept with 100-ish women and I’m well endowed, so lots of stories in there. Check my post history for more. And I threw an r/NSFWIAMA out there just for shits and grins. And I’ll take requests if you got something that vaguely lines up with something I’ve done.

Sorry, it’s super long. I’m a writer by trade, hence I’m a wordy mofo. Too long for the shitter, friends. And very very cock-centric since I originally wrote it for that crowd, picking out stories that focused on that. Sorry if it sounds hokey.

======

This is a story about the most cock-obsessed woman I’ve ever known. It was a girl in college named Lindsey and, sweet baby Jesus, she was something else.

It was in my third year in school. I went to a little state school in the midwest. Let’s just call it Southern Western Northwest State. It was a small school (maybe 5,000 enrollment tops) and I was in the Humanities School, studying media and English.

A Hospital Fantasy [FM][Anal]

I leave Ward 305, smiling at the nurse as he passes me. My boyfriend is in hospital, healing from the ass-kicking he got, so I figured I’d drive over and improve his mood. The best way to do this, obviously, is to wear a pale lavender coat over a thin, white blouse that does nothing to hide my nipples, and a red miniskirt, short enough to reveal the hint of my stocking tops. Of course, tall heels too. As soon as all the staff were gone, my coat was off and I was stroking his cock under the blankets, but we were interrupted by other visitors before we could get anywhere, and after fifteen frustrating minutes I decide to just call it quits and head home again. So, I leave the ward, passing the nurse, and trying to remember which way the exit is in all the confusing hallways.

I hold the coat tight around me, realizing I look kinda suspicious in these heels and with so much of my legs on display. I seem to remember coming up in an elevator, but I don’t see it anywhere and try some stairs, but they don’t seem to have any signage and when I get to the bottom, it’s like a basement area and all the signs point to weird-sounding places like ‘Clinical Radiography’ and ‘Applied Orthopractics’

[NSFW][MF][exhibition][public] The Def Leppard Concert

This was removed once, and I can not find out why so going to try again and hope for the best or a reason why?

The Def Leppard Concert

A little back story me and my wife of 20 have an amazing sex life and I am always looking for ways to spice it up a little. We have a few kids so we do not get to go out often and when I heard one of our fav bands was coming to town I knew we had to go. This was a big deal for us as a baby sitter in this area was going to cost more then the concert but at times you just have to suck it up.